Photo by jan kelsey

Anna's Retreat holiday rentals

We found 3,619 holiday rentals — enter your dates for availability
Select from 13 houses, 10 flats and other holiday rentals to find the perfect place for your stay in Anna's Retreat. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as air conditioning and cable TV. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Anna's Retreat

Showing deals for:1 Jan - 8 Jan

Living area
Beach
Living area
Spacious balcony with amzing ocean view
Exceptional
(19 reviews)

Playcation in Paradise villa with endless water view

St. Thomas

12% off
AU$8,601
for 7 nights, 1 home
AU$1,229 per night
includes taxes & fees
Playcation in Paradise villa with endless water view
Approach to the house - plenty of parking.
Our coconut tree. We have seen giant barracuda, eagle rays, sting rays, turtles
Living area
Dining
Exceptional
(36 reviews)

SPECIAL PRICING! !!

St. Thomas

8% off
AU$6,387
for 7 nights, 1 villa
AU$912 per night
includes taxes & fees
SPECIAL PRICING! !!
Fully equipped kitchen with modern appliances and everything needed for meals.
Relax in a spacious open-concept living area with island charm.
Skip the rental counter. Our Jeep Wrangler can be waiting for you.
Gather around this inviting dining table with vibrant island touches.
Exceptional
(5 reviews)

Island Oasis Near Magens Bay Beach• Backup Power

St. Thomas

7% off
AU$3,519
for 7 nights, 1 home
AU$503 per night
includes taxes & fees
Island Oasis Near Magens Bay Beach• Backup Power
Fully equipped kitchen
From the balcony
Hummingbirds flock these flowers
Bedroom
Exceptional
(41 reviews)

Affordable, oceanfront and walk to private beach gem

St. Thomas

8% off
AU$3,768
for 7 nights, 1 apartment
AU$538 per night
includes taxes & fees
Affordable, oceanfront and walk to private beach gem
Swimming in the pool and listening to the waves...the perfect relaxing afternoon
View from patio never gets old...you hear the waves at all times.
Newly furnished and freshly painted studio right on the ocean.
Private kitchen
Exceptional
(30 reviews)

CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves

St. Thomas

8% off
AU$2,631
for 7 nights, 1 apartment
AU$376 per night
includes taxes & fees
CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves
Room
Exterior
Exterior detail
Interior
Exceptional
(19 reviews)

Modern Cozy Studio 🎨 Shopping 🛍Historical 10 minute drive to 🏖

St. Thomas

7% off
AU$1,915
for 7 nights, 1 apartment
AU$274 per night
includes taxes & fees
Modern Cozy Studio 🎨 Shopping 🛍Historical 10 minute drive to 🏖
Socially distant beach bar food menu and pickup area
Pool
Socially distancing beach bar area for taking a drink or lunch to the beach
The patio and beach right in front of you!
Exceptional
(65 reviews)

Beach, Bed and Beyond! WiFi included , New Tiled Shower!

St. Thomas

9% off
AU$4,175
for 7 nights, 1 apartment
AU$596 per night
includes taxes & fees
Beach, Bed and Beyond! WiFi included , New Tiled Shower!
Living area
Outdoor dining
Property grounds
Interior
Exceptional
(5 reviews)

The Ampersand Garden Villa: Romantic, Artful Luxury

St. Thomas

13% off
AU$4,983
for 7 nights, 1 villa
AU$712 per night
includes taxes & fees
The Ampersand Garden Villa: Romantic, Artful Luxury
Exterior detail
Terrace/patio
Living area
Exceptional
(12 reviews)

Luxe Loft ❤️ of Downtown AC WiFi 5 minute 🚶🏽‍♀️to beautiful waterfront 🚤

St. Thomas

7% off
AU$2,478
for 7 nights, 1 home
AU$354 per night
includes taxes & fees
Luxe Loft ❤️ of Downtown AC WiFi 5 minute 🚶🏽‍♀️to beautiful waterfront 🚤
Exterior detail
Pool
Outdoor dining
Room
Exceptional
(5 reviews)

Changes in Latitude 18.3 spacious Mahogany Run condo with ocean views.

St. Thomas

8% off
AU$4,267
for 7 nights, 1 apartment
AU$610 per night
includes taxes & fees
Changes in Latitude 18.3 spacious Mahogany Run condo with ocean views.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Anna's Retreat getaway

Learn about the unique charm of Anna's Retreat with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Anna's Retreat

Are you looking for top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that makes Anna's Retreat a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Mahogany Run Golf Course (1.5 mi / 2.5 km)
  • The Self Centre (6.9 mi / 11.1 km)

Exploring the natural landscape of Anna's Retreat

Whether you're looking for adventure or just want to take in the scenery, Anna's Retreat is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Sapphire Beach (2.8 mi / 4.5 km)
  • Coki Point Beach (1.7 mi / 2.8 km)
  • Wyndham Sugar Bay Beach (1.8 mi / 2.9 km)
  • Frenchman's Bay (2 mi / 3.2 km)
  • Bolongo Bay (2 mi / 3.2 km)
  • Lindquist Beach (2.2 mi / 3.6 km)

Transport options to and around Anna's Retreat

Fly into St. Thomas (SPB-St. Thomas Seaplane Base), the closest airport, located 3.2 mi (5.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into St. Thomas (STT-Cyril E. King), which is 5.3 mi (8.5 km) away.

Frequently asked questions

What is the best area to stay in Anna'S Retreat when booking a holiday rental?
When considering a holiday rental in Anna's Retreat, the area offers a charming mix of tranquillity and accessibility to some of the U.S. Virgin Islands' most delightful attractions. One of the best areas to stay in is close to the coastline, where you can enjoy easy access to beautiful beaches and stunning views.You'll find that properties in this region often vary in style, suiting diverse preferences, whether you're looking for a cosy villa or a more spacious home. The atmosphere is relaxed, making it a great spot for those wanting to unwind while being just a short drive from the lively option of nearby Charlotte Amalie.In addition to the beautiful beaches, one top attraction nearby is the historic Fort Christian, which provides a glimpse into the islands' rich past. Another point of interest is the famous Blackbeard's Castle, offering both history and stunning views of the surrounding area.
What are the top attractions in Anna'S Retreat?
In Anna's Retreat, visitors can enjoy a tranquil atmosphere while being close to several attractions. The nearby Magens Bay Beach is renowned for its stunning scenery and crystal-clear waters, making it a great spot for swimming and sunbathing. This picturesque beach is often considered one of the best in the world.Additionally, the area offers access to the vibrant Charlotte Amalie, the capital of the U.S. Virgin Islands, where tourists can explore historical sites, including Fort Christian, the oldest standing structure in the Virgin Islands, and the bustling local markets filled with crafts and souvenirs.For those interested in nature, the nearby St. Thomas East End Reserves provide excellent opportunities for hiking and observing local wildlife, showcasing the natural beauty of the islands.
Are all fees included in the Anna's Retreat holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Anna's Retreat holiday homes with parking?
Stayz offers a wide selection of holiday homes in Anna's Retreat with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Anna's Retreat holiday homes?
You can find great discounts on holiday homes in Anna's Retreat on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Anna's Retreat holiday home booking on Stayz?
To find Anna's Retreat holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Anna's Retreat?
A long-stay holiday home in Anna's Retreat is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Anna's Retreat holiday home?
Book your Anna's Retreat holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Anna's Retreat?
Prices for holiday homes in Anna's Retreat vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Anna's Retreat to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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